A versatile tandem retro-[1,4]-Brook rearrangement-condensation reaction of o-bromoacetophenone silyl enol ethers

Authors
Comanita, BM Woo, S Fallis, AG
Citation
Bm. Comanita et al., A versatile tandem retro-[1,4]-Brook rearrangement-condensation reaction of o-bromoacetophenone silyl enol ethers, TETRAHEDR L, 40(29), 1999, pp. 5283-5286
Citations number
30
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
29
Year of publication
1999
Pages
5283 - 5286
Database
ISI
SICI code
0040-4039(19990716)40:29<5283:AVTRRR>2.0.ZU;2-0
Abstract
The retro-[1,4]-Brook rearrangement (also referred to as the West or silyl- Wittig rearrangement) has been employed with acetophenone silyl enol ethers to allow regiospecific migration of the silicon from oxygen to the ortho p osition of the aromatic ring. The enolate that results from this process ma y be reacted directly with various electrophiles. (C) 1999 Elsevier Science Ltd. All rights reserved.